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Method for one-step synthesis of adiponitrile from adipaldehyde and ionic liquid type hydroxylamine salt

An ionic liquid, adipaldehyde technology, applied in chemical instruments and methods, preparation of organic compounds, preparation of carboxylic acid nitrile, etc., can solve problems such as safety hazards, environmental pollution, equipment corrosion, etc., to achieve no corrosion of equipment, no pollution Environment and low energy consumption

Active Publication Date: 2019-11-19
HEBEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The technical problem to be solved by the present invention is: to provide a kind of adipaldehyde and ionic liquid type hydroxylamine salt one step The method of synthesizing adiponitrile

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Add adipaldehyde (5.0mmol) and 1-sulfobutylpyridine hydrogensulfate ionic liquid hydroxylamine salt (6.5mmol) into a 100mL three-neck flask, add 10mL acetonitrile and 6.38mmol 1-sulfobutylpyridine hydrogensulfate ionic liquid , stirred, refluxed and condensed, reacted at normal pressure and 80° C. for 1 h, and then stopped the reaction. The reaction solution was cooled to room temperature, stirred with 20 mL of mobile phase, and the mixed solution was analyzed on liquid chromatography. The reaction result showed that the yield of adiponitrile was 2.82%, and the conversion rate of adipoaldehyde was 80.1%.

Embodiment 2

[0028] Other steps are the same as in Example 1, except that the added solvent is bromobenzene, the reaction result is that the yield of adiponitrile is 1.41%, and the conversion rate of adipoaldehyde is 96.5%.

Embodiment 3

[0030] Other steps are the same as in Example 1, except that the added solvent is toluene, the reaction result is that the yield of adiponitrile is 1.83%, and the conversion rate of adipoaldehyde is 100%.

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PUM

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Abstract

The invention provides a method for one-step synthesis of adiponitrile from adipaldehyde and an ionic liquid type hydroxylamine salt. The method comprises the following steps: adding adipaldehyde, theionic liquid type hydroxylamine salt and an ionic liquid into a reactor, adding an organic solvent, carrying out stirring, then carrying out reflux condensation, and performing a reaction at a temperature of 50-90 DEG C under a normal pressure for 20-100 min to obtain the product adiponitrile, wherein the ionic liquid type hydroxylamine salt is an ionic liquid type hydroxylamine salt of 1-sulfobutyl pyridine bisulfate, the ionic liquid is a 1-sulfobutyl pyridine bisulfate ionic liquid, and the organic solvent is bromobenzene, methylbenzene, p-xylene, benzene, ethylbenzene, o-dichlorobenzene or acetonitrile. The method of the invention realizes one-step clean synthesis of adiponitrile.

Description

technical field [0001] The invention relates to the synthesis of organic chemical products, in particular to a method for synthesizing adiponitrile in one step from adipaldehyde and ionic liquid hydroxylamine salt. Background technique [0002] Adiponitrile is an important organic chemical intermediate, which can be used as an auxiliary agent for rubber production, high-grade paint, extractant and herbicide for the extraction of aromatic hydrocarbons, and it is also an intermediate for the manufacture of nylon 66 and 1,6-hexamethylene diisocyanate Body (Chemical Management, 2016(19): 116-117). The industrial synthesis methods of adiponitrile mainly include electrolytic dimerization of acrylonitrile, hydrocyanation of butadiene and ammonification dehydration of adipic acid. The process of electrolytic dimerization of acrylonitrile is simple, and the reaction is completed in one step, but it needs to consume a lot of electric energy, and the reaction conditions need to be str...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C253/00C07C255/04
CPCC07C253/00C07C255/04Y02P20/54
Inventor 王延吉王婷婷李志会张东升杨秋生赵新强
Owner HEBEI UNIV OF TECH
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